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2-Azapentadienyl anion

Azapentadienyl anion (31), readily prepared by deprotonation of the /V-allylimine, reacts with carbonyl compounds at either the a- or the 7-position (equation 10). The regioselectivity depends upon the reaction conditions. 1-Azapentadienyl anion (32 equation 11), prepared from the cyclohexylimine of ti-glaldehyde and LDA, reacts with aldehydes and ketones to give the 7-capture products in the presence of HMPA or the a-capture products in the absence of HMPA. ... [Pg.64]

Derivatives of azabutadiene react with Gly-OEt to give pyrrole-2-carbox-ylates. This reaction, which is assumed to occur via an azapentadienyl anion, allows the synthesis of 3,5-diarylpyrrole-2-carboxylates in a regioselective manner (Scheme 10) (82JOC1696). [Pg.10]


See other pages where 2-Azapentadienyl anion is mentioned: [Pg.8]    [Pg.222]    [Pg.88]    [Pg.8]    [Pg.222]    [Pg.88]    [Pg.349]    [Pg.5]   


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